Glycoglycoyl-Lys-Octreotide couples a glycoacylated lysine to the octreotide scaffold, introducing additional polarity and hydrogen-bonding capacity. The modification can influence receptor recognition and matrix interactions. Researchers examine its conformational preferences and solubility profiles. Applications include glyco-peptide conjugate studies, peptide-material interfaces, and structure-activity exploration.
CAT No: Z10-101-212
Synonyms/Alias:D-Phenylalanyl - L-hemicystyl - L-phenylalanyl - D-tryptophyl - (N-Glycoglycoyl) - L-lysyl -L-threonyl - L-hemicystyl - L-Threoninol cyclic (2-7) - disulfide; 2-((4-((4R,7S,10S,13R,16S,19R)-13-((1H-indol-3-yl)methyl)-19-((R)-2-amino-3-phenylpropanamido)-16-benzyl-4-(((2R,3R)-1,3-dihydroxybutan-2-yl)carbamoyl)-7-((R)-1-hydroxyethyl)-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentaazacycloicosan-10-yl)butyl)amino)-2-oxoethyl 2-hydroxyacetate
Glycoglycoyl-Lys-Octreotide is a synthetic peptide conjugate that combines the well-characterized somatostatin analog octreotide with a glycoglycoyl moiety linked via a lysine residue. This engineered structure is designed to leverage both the receptor-binding specificity of octreotide and the physicochemical properties imparted by glycosylation. As a multifunctional peptide, it holds significant value in the study of peptide-receptor interactions, targeted delivery systems, and the development of novel bioactive constructs. Its modular composition makes it a versatile tool for researchers investigating the interface of peptide chemistry, molecular recognition, and advanced drug delivery strategies.
Peptide-receptor interaction studies: Glycoglycoyl-Lys-Octreotide is frequently utilized to probe the binding dynamics and selectivity of somatostatin receptors, particularly the SSTR2 subtype. The inclusion of the glycoglycoyl group can modulate receptor affinity and internalization kinetics, providing a platform to dissect the impact of glycosylation on ligand-receptor interactions. Researchers employ this conjugate to map receptor binding sites, evaluate structure-activity relationships, and understand the molecular determinants of receptor specificity within the somatostatin receptor family.
Targeted delivery research: The conjugation of a glycosylated moiety to the octreotide backbone enables exploration of targeted delivery mechanisms, especially in the context of receptor-mediated endocytosis. By mimicking natural glycopeptide structures, this compound can be used to investigate how glycosylation influences cellular uptake, biodistribution, and intracellular trafficking of peptide-based agents. Such studies are fundamental for designing next-generation peptide drug carriers and optimizing the delivery of diagnostic or therapeutic payloads to specific cell types expressing somatostatin receptors.
Peptide stability and bioavailability assessment: Modifications like glycoglycoyl conjugation are known to impact peptide stability against enzymatic degradation and influence physicochemical properties such as solubility and half-life. Researchers utilize this peptide to systematically evaluate how glycosylation and lysine branching affect metabolic stability in biological matrices. Insights gained from such studies inform the rational design of peptides with improved pharmacokinetic profiles for research and development purposes.
Synthetic methodology development: The unique structure of this conjugate provides a valuable model for advancing peptide synthesis techniques, particularly those involving site-specific glycosylation and lysine-directed conjugation strategies. Synthetic chemists employ it as a reference compound to optimize solid-phase peptide synthesis protocols, test the efficiency of glycosylation reactions, and refine purification workflows. The compound serves as a benchmark for troubleshooting and validating new synthetic approaches in peptide chemistry laboratories.
Analytical method validation: Owing to its defined structure and multifaceted modifications, this peptide conjugate is often used as a standard or test substrate in the development and validation of analytical methods for complex peptides. Techniques such as high-performance liquid chromatography (HPLC), mass spectrometry, and capillary electrophoresis benefit from the availability of such well-characterized molecules, enabling accurate assessment of method sensitivity, specificity, and robustness in the context of glycosylated peptides.
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